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$66+ Cheap flights from Jacksonville (JAX) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This Frontier deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:15 pmJAX - SJU
1 stop11h 32mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/9$258
This Priceline deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:00 pmJAX - SJU
Nonstop2h 58mFrontier
Sat 1/102:29 amSJU - JAX
1 stop19h 19mFrontier
Deal found 12/7$260
This Kiwi.com deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/7$261
This Frontier deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Fri 1/94:54 pmSJU - JAX
Nonstop3h 39mFrontier
Deal found 12/8$265
This Kiwi.com deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/8$268
This Super.com deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/8$278
This Super.com deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/7$280
This Super.com deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/199:00 pmJAX - SJU
Nonstop2h 58mFrontier
Mon 12/227:25 amSJU - JAX
1 stop10h 02mFrontier
Deal found 12/8$282
This Super.com deal was found by Cheapflights users on 12/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/199:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/247:30 amSJU - JAX
1 stop10h 04mFrontier
Deal found 12/6$288
This Priceline deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:23 pmJAX - MBJ
1 stop21h 06mFrontier
Sun 3/14:51 pmMBJ - JAX
1 stop25h 39mFrontier
Deal found 12/8$379
This Mytrip deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:16 pmJAX - PUJ
1 stop16h 58mFrontier
Sat 12/2011:45 amPUJ - JAX
1 stop9h 20mFrontier
Deal found 12/7$387
This Priceline deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:34 pmJAX - SDQ
1 stop16h 37mFrontier
Thu 12/1812:25 pmSDQ - JAX
1 stop9h 55mFrontier
Deal found 12/7$404

Find flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated December 9, 2025.

Round-trip from

$198
(JetBlue)

One-way from

$66
(Expedia)

Popular in

December

Cheapest in

August

Average price

$389

Good round-trip deal

$207 or less

Good one-way deal

$57 or less
From Jacksonville to Caribbean
Search Deals
One-way flight from Jacksonville to Caribbean
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Jacksonville to Caribbean.
Search Deals
Price to beat on a one-way flight from Jacksonville to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 9, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 1/18

1:16 pm-11:45 pm

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:30 am-2:10 pm

1 stop7h 40m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 1/21

6:00 am-2:59 pm

1 stop7h 59m

San Juan Luis Munoz Marin Intl

Wed 1/28

8:20 am-1:49 pm

1 stop6h 29m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 2/1

6:30 am-5:17 pm

1 stop9h 47m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:34 pm-11:59 pm

1 stop6h 25m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 1/18

1:16 pm-11:45 pm

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Thu 2/5

7:30 am-2:10 pm

1 stop7h 40m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 1/29

11:24 am-8:58 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Wed 2/4

6:27 pm-11:58 pm

1 stop6h 31m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 2/2

1:35 pm-12:35 am

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Thu 2/5

8:00 am-5:50 pm

2 stops10h 50m

$233

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 1/20

6:00 am-1:45 pm

1 stop6h 45m

Simpson Bay Princess Juliana

Tue 1/27

5:33 pm-11:59 pm

1 stop7h 26m

$287

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 2/3

1:35 pm-12:35 am

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-2:50 pm

2 stops9h 50m

$287

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Wed 2/4

6:00 am-1:45 pm

1 stop6h 45m

Simpson Bay Princess Juliana

Mon 2/9

5:33 pm-11:59 pm

1 stop7h 26m

$287

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Fri 1/9

6:00 am-1:42 pm

1 stop6h 42m

Simpson Bay Princess Juliana

Mon 1/12

5:33 pm-9:26 am

1 stop16h 53m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 9, 2025.

When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 49% versus a flight in the afternoon.

What is the cheapest day to fly from Jacksonville to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated December 9, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,252 reviews

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,252 reviews
Southwest
7.9
Good
4,252 reviews

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,009 reviews
Southwest
7.9
Good
4,252 reviews

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,043 reviews
Southwest
7.9
Good
4,252 reviews

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,899 reviews
Southwest
7.9
Good
4,252 reviews

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,085 reviews
Southwest
7.9
Good
4,252 reviews

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Caribbean?

    A quick flight from Jacksonville to Caribbean can take about 7h 59m. Delta provides one of the quickest options available for as low as $215. The distance from Jacksonville to Caribbean is about 1287 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($58), Southwest ($88), and Delta ($98).

  • What are the most popular routes from Jacksonville to Caribbean?

    When deciding which route to take from Jacksonville to Caribbean consider Jacksonville - San Juan Luis Munoz Marin Intl, Jacksonville - Montego Bay Sangster Intl or Jacksonville - Punta Cana as they are the most popular.

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $197, our data shows the cheapest flight currently is $57. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $157 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Jacksonville to Caribbean

Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$520FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$279FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$507FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$233Average$552FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$371FlexibilityNo cancel feeOn-time63%

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